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格氏试剂向氧杂桥连苯并氮杂卓的立体控制加成：官能化苯并氮杂卓骨架的高效合成

Stereocontrolled addition of Grignard reagents to oxa-bridged benzazepines: highly efficient synthesis of functionalized benzazepine scaffolds.

作者信息

Zhang Yuewei, Bao Qingqing, Zhang Ning, Wang Shuohang, Yu Xue

机构信息

School of Chemistry and Pharmaceutical Engineering, Jilin Institute of Chemical Technology Jilin 132022 China

出版信息

RSC Adv. 2020 Nov 17;10(68):41802-41806. doi: 10.1039/d0ra08758k. eCollection 2020 Nov 11.

DOI:10.1039/d0ra08758k
PMID:35516537
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9057913/
Abstract

An efficient and highly diastereoselective synthesis of 2-substituted benzo[]azepin-5-ol stereocontrolled addition of Grignard reagents to oxa-bridged benzazepines has been developed. The reaction proceeds efficiently starting from versatile skeletons with mild reaction conditions as well as simple operation. Furthermore, 2-substituted benzazepinones could been obtained by simple Dess-Martin oxidation in excellent yields.

摘要

已开发出一种高效且具有高度非对映选择性的2-取代苯并[ ]氮杂卓-5-醇的合成方法，即格氏试剂向氧杂桥连苯并氮杂卓的立体控制加成反应。该反应从通用骨架开始，在温和的反应条件及简单的操作下高效进行。此外，通过简单的戴斯-马丁氧化反应可高收率地得到2-取代苯并氮杂卓酮。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b268/9057913/9f36b17b60f8/d0ra08758k-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b268/9057913/8160fd3662fd/d0ra08758k-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b268/9057913/fcf7da139050/d0ra08758k-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b268/9057913/835133c3495e/d0ra08758k-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b268/9057913/9f36b17b60f8/d0ra08758k-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b268/9057913/8160fd3662fd/d0ra08758k-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b268/9057913/fcf7da139050/d0ra08758k-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b268/9057913/835133c3495e/d0ra08758k-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b268/9057913/9f36b17b60f8/d0ra08758k-f3.jpg

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